8alpha-acetoxyelemol

ID: ALA5286158

Max Phase: Preclinical

Molecular Formula: C17H28O3

Molecular Weight: 280.41

Names and Identifiers

Canonical SMILES:  C=C[C@]1(C)C[C@H](OC(C)=O)[C@@H](C(C)(C)O)C[C@H]1C(=C)C

Standard InChI:  InChI=1S/C17H28O3/c1-8-17(7)10-15(20-12(4)18)14(16(5,6)19)9-13(17)11(2)3/h8,13-15,19H,1-2,9-10H2,3-7H3/t13-,14-,15-,17+/m0/s1

Standard InChI Key:  OVOINWQJBHVFGP-QBYUYEEZSA-N

Molfile:  

 
     RDKit          2D

 20 20  0  0  0  0  0  0  0  0999 V2000
   -1.0714    0.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3569    0.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575    0.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3575   -0.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3569   -0.7701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0714   -0.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0561    1.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7685    1.5957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3549    2.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    0.8798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3569   -1.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3573   -2.0073    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1832   -1.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7709   -2.3093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5001    0.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7858    1.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718   -0.7700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862   -0.3575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005   -0.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.4671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  3  2  1  0
  4  3  1  0
  5  4  1  0
  1  6  1  0
  6  5  1  0
  2  7  1  1
  2  8  1  0
  8  9  2  0
  1 10  1  1
  5 11  1  1
 11 12  1  0
 11 13  1  0
 11 14  1  0
 10 15  1  0
 10 16  2  0
  4 17  1  6
 17 18  1  0
 18 19  1  0
 18 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5286158

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 280.41

Molecular Weight (Monoisotopic): 280.2038

AlogP: 3.48

#Rotatable Bonds: 4

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.79

CX LogD: 2.79

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: 2.90

References

1. Nhoek P, Ahn S, Pel P, Kim YM, Huh J, Kim HW, Noh M, Chin YW..  (2023)  Alkaloids and Coumarins with Adiponectin-Secretion-Promoting Activities from the Leaves of Orixa japonica.,  86  (1.0): [PMID:36529937] [10.1021/acs.jnatprod.2c00844]

Source

Source(1):

• Scientific Literature